Evidence map›Paper›PMID 35108009›Full record

ArticleJournal of the American Chemical Society2022

Empirical Guidelines for the Development of Remote Directing Templates through Quantitative and Experimental Analyses.

Nelson Y S Lam, Zhoulong Fan, Kevin Wu, Han Seul Park, Su Yong Shim, Daniel A Strassfeld, Jin-Quan Yu

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

17 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Diversity-Oriented C-H Activation Reactions of the Naphthalene Scaffold.Journal of the American Chemical Society · 2025
    Article
  6. Article
  7. Article
  8. Ligand-Controlled NondirectedACS catalysis · 2024
    Article
  9. Article
  10. Review
  11. Article
  12. MacrocyclizationChemical science · 2023
    Article
  13. Review
  14. Biocatalytic control of site-selectivity and chain length-selectivity in radical amino acid halogenases.Proceedings of the National Academy of Sciences of the United States of America · 2023
    Article
  15. Ni-catalyzed benzylic β-C(spNature communications · 2022
    Article
  16. Photo-Induced Ruthenium-Catalyzed Double Remote C(spAngewandte Chemie (International ed. in English) · 2022
    Article
  17. Pd(ii)-catalyzedChemical science · 2022
    Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

7 authors.

Nelson Y S LamDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0002-9307-0619
Zhoulong FanDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0003-1457-5967
Kevin WuDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Han Seul ParkDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Su Yong ShimDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0003-4385-0040
Daniel A StrassfeldDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Jin-Quan YuDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0003-3560-5774

Funding

Catalyst-Controlled Site-Selective C-H Functionalizations of Arenes and HeteroarenesR01GM102265 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI YU, JIN-QUAN · 2012 to 2023
$4.6M
NIGMS NIH HHS R01 GM102265
6 · The paper itself

Abstract

The ability to differentiate and selectively activate remote C-H bonds represents a perennial challenge in the field of C-H activation. Since its first report in 2012, a now-established "directing template" (DT) approach remains demonstrably effective for the functionalization of remote C-H bonds. As selectivity is hypothesized to be principally determined by the optimal positioning of the reactive catalyst to a target C-H bond, a DT's spatial factors are particularly important toward achieving high selectivity, though a systematic study on its requisite factors remain unelucidated. Through an in-depth analysis of 119 structurally unique published remote DTs, this report summarizes the key factors that are central toward achieving high selectivity at defined aryl positions, which are experimentally corroborated through the development of new aliphatic meta and para-selective DTs for electronically unbiased arenes. These empirical rules, which summarize key distance and geometric factors, are expected to be useful tools for the future development of site-selective arene C-H activation as well as other reactions that rely on covalent/noncovalent DT-mediated remote regioselection.

Indexed as

AcrylatesAlkylationBenzene DerivativesCarbonCatalysisChemistry Techniques, SyntheticCinnamatesHydrogenIsomerismLewis BasesAcrylatesBenzene DerivativesCarbonCinnamatesHydrogenLewis Bases

Identifiers

PMID35108009
PMCPMC9170077

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.